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Synlett 2018; 29(05): 542-547
DOI: 10.1055/s-0036-1591913
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© Georg Thieme Verlag Stuttgart · New York

4-Quinolone N-Oxides as Bacterial Weapons

D. Szamosvári
Dept. Chemistry, Konstanz Research School Chemical Biology, Zukunftskolleg, University of Konstanz, 78457 Konstanz, Germany   Email: Thomas.Boettcher@uni-konstanz.de
,
T. Böttcher  *
Dept. Chemistry, Konstanz Research School Chemical Biology, Zukunftskolleg, University of Konstanz, 78457 Konstanz, Germany   Email: Thomas.Boettcher@uni-konstanz.de
› Author AffiliationsWe gratefully acknowledge funding by the Emmy Noether program of the Deutsche Forschungsgemeinschaft (DFG), an EU FP7 Marie Curie Zukunftskolleg Incoming Fellowship Program (University of Konstanz Grant 291784), the Fonds der Chemischen Industrie (FCI), the ­Konstanz Research School Chemical Biology (KoRS-CB), and SFB969 (DFG). D.S. was supported by a KoRS-CB PhD fellowship.
Further Information

Publication History

Received: 27 October 2017

Accepted after revision: 04 January 2018

Publication Date:
12 February 2018 (online)

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Abstract

Various bacterial species are known to produce metabolites of the 4-quinolone N-oxide class. These compounds have antibiotic ­activities, and are believed to target the respiration of competing ­microbes by interfering with menaquinone-binding sites in enzymes of the electron-transport chain. Interestingly, even minor structural changes in related N-oxides produced by the same organism can produce a dramatic difference in antibiotic activity, suggesting possible functional specialization.

Key words

Pseudomonas - Burkholderia - respiratory chain - meta­bolites - cytochromes - antibiotics
 

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